
Holiday houses in Cerchiaia
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Top-rated holiday rentals in Cerchiaia
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Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

La Mattonaia, free private parking
Just outside the city walls, this bright apartment with a garden is served by city buses to the historic center, stopping right outside the gate. Strada Massetana Romana is home to a wide range of shops: supermarkets, a pharmacy, bars, a bank, clothing stores, and more. The apartment comprises a spacious double bedroom, a bathroom with shower, a fully equipped kitchen, and a spacious living room. Guests have access to convenient free parking within the fenced property with an automatic gate.

Apartment in historic Villa in Siena_"Il Campo"
The apartment "Il Campo" is part of "Villa il Borghetto - Apartments". Villa il Borghetto offers apartments in Siena in a historic Villa, with the guarantee of an authentic hospitality, thanks to the family management of the "landlords". Villa il Borghetto has been designed to accommodate families wishing to experience Siena as a local, offering a convenient location to visit Siena without giving up the view of the Typical Tuscany rolling hills and the convenience of a free private parking.

Sosta Eroica • Panoramic View & Quiet Pool Retreat
A pochi minuti da Siena, nel cuore autentico della Toscana, un luogo di pace relax e silenzio . vivi un soggiorno da sogno tra le Crete Senesi , Chianti, Val d’Orcia, Montalcino e Montepulciano. La casa è immersa in un paesaggio iconico di colline, cipressi e tramonti mozzafiato. Perfetta per coppie, famiglie e amanti della natura. Prenota e scopri esperienze uniche: degustazioni, tour e attività per vivere la Toscana come un local e a fine giornata rilassati nella nostra stupenda piscina .

Podere Piazza house with panoramic view
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Studio with Garden (2 km from the city center)
La Coroncina is situated just 2 km from the historical center, 2.7 km from Piazza del Campo, 2.9 km from Piazza del Duomo and 2.6 km from National Picture Gallery Siena. The structure is in a peaceful but very central location in the south of Siena with bus stops at few meters. Within little driving distance you may find a large grocery stores, restaurants and bars. Breakfast is optional and costs 15 euro per person

White lily with a view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).

Strategic Apartment
A new renovated apartment, Perfect for who wants to visit siena and the countryside as well ( Chianti, Montalcino ecc). The historic city center reachable by car in 5 minutes. You can park your car at the gas station near the apartment. *** IF YOU DON’T HAVE A CAR, IT WOULD BE VERY INCONVENIENT.

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.
Popular amenities for Cerchiaia holiday rentals
Other great holiday rentals in Cerchiaia

Tufi Frames: 3 suite, free parking, view, downtown

Premium rooftop apartment in the heart of Siena – Camollia

Rossella’s House overlooking the Mangia tower

Historic Apartment

Podere Vittoria Apartment: Heart of Chianti

Tuscan Escape with Pool & Horses near Siena

Exclusive Villa 5 km from Siena

[Porta Romana 2km away] The Romantic Nest in Siena
Destinations to explore
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Mugello Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Spiagge Bianche
- Parco delle Cascine
- Gulf of Baratti
- Basilica of Santa Croce
- Medici Chapel
- Stazione Santa Maria Novella
- Stadio Artemio Franchi





